N-substituted(6 haloalkylpyridin 3 yl)alkyl sulfoximines as a seed treatment to control coleopteran insects

Abstract

Methods of using N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximines, such as sulfoxaflor, as a seed treatment to control Coleopteran insects, such as flea beetles.

What is claimed is: 
     
         1 . A method of controlling insects, comprising:
 contacting at least one seed with at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine to control insects in Order Coleopteran, the at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine comprising the following chemical structure:   
       
         
           
           
               
               
           
         
         where X comprises nitrogen dioxide (NO 2 ), cyanide (CN), or COOR 4 ; 
         L comprises a single bond, or R 1 , S, and L taken together comprise a 4-, 5-, or 6-membered ring; 
         R 1  comprises a (C 1 -C 4 ) alkyl; 
         R 2  and R 3  independently comprise hydrogen (H), methyl, ethyl, fluoro, chloro, or bromo;
 n comprises an integer from 0 to 3; 
 
         Y comprises a (C 1 -C 4 ) haloalkyl; and 
         R 4  comprises a (C 1 -C 4 ) alkyl. 
       
     
     
         2 . The method of  claim 1 , wherein the at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine comprises the following chemical structure: 
       
         
           
           
               
               
           
         
       
     
     
         3 . The method of  claim 1 , wherein contacting at least one seed with at least one
 N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine to control insects in Order Coleopteran comprises contacting the at least one seed with the at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine to control flea beetles.   
     
     
         4 . The method of  claim 3 , wherein contacting the at least one seed with the at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine to control flea beetles comprises contacting the at least one seed with the at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine to control flea beetles in at least one of genus  Phyllotreta  and genus  Psylliodes.    
     
     
         5 . The method of  claim 4 , wherein contacting the at least one seed with the at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine to control flea beetles in at least one of the genus  Phyllotreta  and the genus  Psylliodes  comprises contacting the at least one seed with the at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine to control at least one of  Phyllotreta armoraciae, Phyllotreta cruciferae, Phyllotreta pusilla, Phyllotreta nemorum, Phyllotreta robusta, Phyllotreta striolata, Phyllotreta undulata, Psylliodes chrysocephala , and  Psylliodes punctulata.    
     
     
         6 . The method of  claim 1 , wherein the at least one seed is produced from a plant in genus  Brassica.    
     
     
         7 . The method of  claim 6 , wherein the at least one seed comprises at least one of  B. napus, B. juncea, B. carinata, B. rapa, B. oleracea, B. rupestris, B. septiceps, B. nigra, B. narinosa, B. perviridus, B. tournefortii , and  B. fructiculosa.    
     
     
         8 . The method of  claim 1 , wherein contacting at least one seed with at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine comprises applying the at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine to the at least one seed before sowing the at least one seed. 
     
     
         9 . The method of  claim 1 , wherein contacting at least one seed with at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine comprises at least one of spraying, coating, dusting, and soaking the at least one seed with the at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine. 
     
     
         10 . The method of  claim 1 , wherein contacting at least one seed with at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine comprises applying multiple applications of the at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine to the at least one seed. 
     
     
         11 . The method of  claim 1 , wherein contacting at least one seed with at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine comprises contacting the at least one seed with a formulation comprising the at least one N-substituted(6-haloalkylpyridin-3-yl)alkyl sulfoximine and at least one inert carrier. 
     
     
         12 . The method of  claim 11 , wherein the formulation further comprises at least one adjuvant material. 
     
     
         13 . The method of  claim 11 , wherein the formulation further comprises at least one additional pesticide material. 
     
     
         14 . A method of controlling insects, comprising:
 applying sulfoxaflor to at least one seed to control at least one flea beetle species.   
     
     
         15 . The method of  claim 14 , wherein applying sulfoxaflor to at least one seed comprises applying sulfoxaflor to the at least one seed concurrently with at least one additional material. 
     
     
         16 . The method of  claim 14 , wherein applying sulfoxaflor to at least one seed comprises applying sulfoxaflor to the at least one seed consecutively with at least one additional material. 
     
     
         17 . The method of  claim 14 , wherein the at least one seed comprises at least one canola seed. 
     
     
         18 . The method of  claim 14 , wherein the at least one flea beetle species comprises  Phyllotreta cruciferae.    
     
     
         19 . A method of seed treatment, comprising:
 contacting at least one seed with an insecticidally effective amount of sulfoxaflor to substantially protect the at least one seed and other plant parts developing therefrom from damage effectuated by Coleopteran insects.   
     
     
         20 . The method of  claim 19 , wherein contacting the at least one seed with an insecticidally effective amount of sulfoxaflor comprises applying a formulation comprising sulfoxaflor, at least one inert carrier, at least one adjuvant material, and at least one additional pesticide material to the at least one seed.